KR960037676A - 1-사이클로프로필-6-플루오로-1,4-디하이드로-7-[(1s,4s)-5-메틸-2,5-디아자비사이클로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염의 제조방법 - Google Patents

1-사이클로프로필-6-플루오로-1,4-디하이드로-7-[(1s,4s)-5-메틸-2,5-디아자비사이클로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염의 제조방법 Download PDF

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Publication number
KR960037676A
KR960037676A KR1019960010690A KR19960010690A KR960037676A KR 960037676 A KR960037676 A KR 960037676A KR 1019960010690 A KR1019960010690 A KR 1019960010690A KR 19960010690 A KR19960010690 A KR 19960010690A KR 960037676 A KR960037676 A KR 960037676A
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South Korea
Prior art keywords
diazabicyclo
cyclopropyl
oxo
dihydro
fluoro
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KR1019960010690A
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English (en)
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피코르넬 다르델 카를로스
곤살레스 에르난데스 페드로
루이사 살라스 곤살레스 마리아
Original Assignee
카를로스 피코르넬
키미카 신테티카, 에스. 아.
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Publication of KR960037676A publication Critical patent/KR960037676A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

C1-C4알킬 1-사이클로프로필-6-플루오로-7-클로로-1,4-디하이드로-4-옥소-3-퀴놀린카복실레이트를 무수아세트산과 촉매량의 아연의 존재하에서 붕산으로 처리하여 (1-사이클로프로필-6-플루오로-7-클로로-1,4-디하이드로-4-옥소-3-퀴놀린카복실레이토-O 3 ,O 4 )비스-(아세테이토-O)보론을 제조하고, 생성물을 임의로 염기의 존재하에서 (1S,4S)-5-메틸-2,5-디아자비사이클로〔2.2.1〕헵탄 또는 이의 산부가염으로 처리하여 중간 생성물인 (1-사이클로프로필-6-플루오로-1,4-디하이드로-7-〔(1S,4S)-5-메틸-2,5-디아자비사이클로〔2.2.1〕헵트-2-일〕-4-옥소-3-퀴놀린카복실레이트-O 3 ,O 4 )비스-(아세테이토-O)보론을 수득하고, 최종적으로, 가수분해하여, 일반적인 방법에 의해 반응 매질로부터 분리되는 목적 생성물을 고수율 및 고순도로 수득한다.

Description

1-사이클로프로필-6-플루오로-1,4-디하이드로-7-[(1S,4S)-5-메틸-2,5-디아자비사이클로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염의 제조방법.
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. C1-C4알킬 1-사이클로프로필-6-플루오로-7-클로로-1,4-디하이드로-4-옥소-3-퀴놀린카복실레이트를 무수아세트산과 촉매량의 아연의 존재하에서 붕산으로 처리하여 (1-사이클로프로필-6-플루오로-7-클로로-1,4-디하이드로-4-옥소-3-퀴놀린카복실레이토-O3,O4)비스-(아세테이트-O)보론을 제조하고, 생성물을 임의로 염기의 존재하에서 (1S,4S)-5-메틸-2,5-디아자비사이클로〔2.2.1〕헵탄 또는 이의 산부가염으로 처리하여 중간 생성물인 (1-사이클로프로필-6-플루오로-1,4-디하이드로-7-〔(1S,4S)-5-메틸-2,5-디아자비사이클로〔2.2.1〕헵트-2-일〕-4-옥소-3-퀴놀린카복실레이토-O 3 ,O 4 )비스-(아세테이토-O)보론을 수득하고, 최종적으로, 가수분해하여, 일반적인 방법에 의해 반응 매질로부터 분리되는 목적 생성물을 수득함을 목적으로 하여, 1-사이클로프로필-6-플루오로-1,4-디하이드로 7-[(1S,4S)-5-메틸-2,5-디아자비사이크로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염을 수득하는 방법.
  2. 제1항에 있어서, (1-사이클로프로필-6-플루오로-7-클로로-1,4-디하이드로-4-옥소-3-퀴놀린카복실레이토-O 3 ,O 4 )비스-(아세테이토-O)보론 및 (1S,4S)-5-메틸-2,5-디아자비사이클로〔2.2.1〕헵탄 또는 이의 산부가염과의 반응이 반응 매질에 대하여 불활성인N-메틸-2-피롤리돈, 디메틸아세트아미드, 디메틸프롬아미드, 디메틸설폭사이드, 설폴란 또는 피리딘 등의 유기 용매 속에서 수행됨을 특징으로 하는 방법.
  3. 제1항에 있어서, 트리에틸, 아민, 트리부틸아민, 피리딘, 1,5-디아자비사이클로〔4.3.0〕논-5-엔(DBN), 1,4-디아자비사이클로〔2.2.1〕옥탄(TDE), 1,6-디아자비사이클로〔5.4.0〕운데크-7-엔(DBU), 또는 알칼리 금속 또는 알칼리 토금속의 탄산염 또는 탄산수소염으로부터 선택된 산-수용체 염기가 사용됨을 특징으로 하는 방법.
  4. 제1항에 있어서, 가수분해가 산성 매질 속에서 수행됨을 특징으로 하는 방법.
  5. 제1항에 있어서, 가수분해가 염기성 매질 속에서 수행됨을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개되는 것임.
KR1019960010690A 1995-04-12 1996-04-10 1-사이클로프로필-6-플루오로-1,4-디하이드로-7-[(1s,4s)-5-메틸-2,5-디아자비사이클로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염의 제조방법 KR960037676A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ES09500782A ES2092963B1 (es) 1995-04-12 1995-04-12 Procedimiento para la preparacion del acido 1-ciclopropil-6-fluoro-1, 4-dihidro-7-(1s,4s)-5-metil-2,5-diazabiciclo(2.2.1) hept-2-il)-4-oxo-3-quinolincarboxilico y sus sales.
ES9500782 1995-04-12

Publications (1)

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KR960037676A true KR960037676A (ko) 1996-11-19

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KR1019960010690A KR960037676A (ko) 1995-04-12 1996-04-10 1-사이클로프로필-6-플루오로-1,4-디하이드로-7-[(1s,4s)-5-메틸-2,5-디아자비사이클로[2.2.1]-헵트-2-일]-4-옥소-3-퀴놀린카복실산 및 이의 염의 제조방법

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KR (1) KR960037676A (ko)
AR (1) AR001560A1 (ko)
AT (1) ATA65396A (ko)
CZ (1) CZ97496A3 (ko)
ES (1) ES2092963B1 (ko)
FI (1) FI961583A (ko)
GR (1) GR960100116A (ko)
HU (1) HUP9600941A3 (ko)
MX (1) MX9601351A (ko)
NO (1) NO961442L (ko)
PL (1) PL313697A1 (ko)
PT (1) PT101864B (ko)
SK (1) SK46896A3 (ko)

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IN166416B (ko) * 1985-09-18 1990-05-05 Pfizer
CA1306750C (en) * 1985-12-09 1992-08-25 Istvan Hermecz Process for the preparation of quinoline carboxylic acide
HU196218B (en) * 1985-12-09 1988-10-28 Chinoin Gyogyszer Es Vegyeszet Process for preparing quinoline carboxylic acid boric acid anhydrides
ES2018667B3 (es) * 1986-07-04 1991-05-01 Chemie Linz Gmbh Derivados del acido 4-qionolon-3-carboxilico, procedimiento para su obtencion y preparados farmaceuticos que los contienen.
HU198709B (en) * 1987-04-08 1989-11-28 Chinoin Gyogyszer Es Vegyeszet Process for producing quinoline-carboxylic acid derivatives
NZ224150A (en) * 1987-04-08 1990-11-27 Chinoin Gyogyszer Es Vegyeszet Preparation of piperazinyl-substituted quinoline derivatives
SI8810667A8 (en) * 1987-04-08 1996-04-30 Chinoin Gyogyszer Es Vegyeszet Anhydride of quinoline carboxylic acid of boron acid and process for their production.
JP2693988B2 (ja) * 1987-06-24 1997-12-24 キノイン ギオギスゼル エス ベギエスゼチ テルメケク ギヤラ アールティー． キノリンカルボン酸誘導体の製造方法
HU203746B (en) * 1988-12-22 1991-09-30 Chinoin Gyogyszer Es Vegyeszet Process for producing quinoline-carboxylic acid derivatives
JPH0778065B2 (ja) * 1990-07-06 1995-08-23 杏林製薬株式会社 （６，７―置換―８―アルコキシ―１―シクロプロピル―１，４―ジヒドロ―４―オキソ―３―キノリンカルボン酸―ｏ▲上３▼，ｏ▲上４▼）ビス（アシルオキシ―ｏ）ホウ素化合物及びその塩並びにその製造方法

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Publication number Publication date
ES2092963A1 (es) 1996-12-01
NO961442L (no) 1996-10-14
SK46896A3 (en) 1997-07-09
PL313697A1 (en) 1996-10-14
GR960100116A (el) 1996-12-31
FI961583A (fi) 1996-10-13
PT101864B (pt) 1997-12-31
MX9601351A (es) 1997-04-30
ATA65396A (de) 1998-09-15
PT101864A (pt) 1997-01-31
HUP9600941A3 (en) 1998-01-28
HU9600941D0 (en) 1996-06-28
FI961583A0 (fi) 1996-04-11
AR001560A1 (es) 1997-11-26
NO961442D0 (no) 1996-04-11
CZ97496A3 (en) 1996-10-16
HUP9600941A2 (en) 1997-06-30
ES2092963B1 (es) 1997-12-16

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